5-PHENYLTHIO-1,2-DIAMINOBENZENE Chemical Properties

Melting point:

>58°C (dec.)

Boiling point:

441.5±35.0 °C(Predicted)

Density 

1.26±0.1 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.36±0.10(Predicted)

color 

Pale Purple to Purple

Stability:

Air Sensitive

CAS DataBase Reference

43156-48-5(CAS DataBase Reference)

5-PHENYLTHIO-1,2-DIAMINOBENZENE Usage And Synthesis

Uses

4-(Phenylthio)-1,2-benzenediamine is used in the synthesis of bis(2-chloroethyl)aminophosphoryl-containing compounds which are potential anticancer agents. It is also used in the synthesis of 2-substituted-2,3-dihyrdro-5-thiophenoxy-1H-1,3,2-benzodiazaphosphole 2-oxides which exhibit antimicrobial activity.

Synthesis

General procedure for the synthesis of 4-(phenylthio)benzene-1,2-diamine from 2-nitro-5-phenylmercaptoaniline: 2-nitro-5-phenylmercaptoaniline (36.9 g) and 4 times its weight of ethanol, followed by 0.1 times the weight of platinum-carbon catalyst for 2-nitro-5-phenylmercaptoaniline, were added to a 500 mL four-necked flask equipped with thermometer and stirring device. The hydrogenation reaction was initiated with stirring and heated to 70-90°C under hydrogen atmosphere while pressurized to 1.0-2.0 MPa for 8 hours. Upon completion of the reaction, the platinum carbon catalyst was removed by filtration, followed by evaporation to remove ethanol to afford 4-(phenylthio)benzene-1,2-diamine (21.2 g), which can be used directly in the next step of the reaction.

References

[1] Archiv der Pharmazie, 1983, vol. 316, # 7, p. 638 - 638
[2] Journal of Heterocyclic Chemistry, 2004, vol. 41, # 2, p. 273 - 276
[3] Patent: CN103242238, 2016, B. Location in patent: Paragraph 0039; 0040

5-PHENYLTHIO-1,2-DIAMINOBENZENE(43156-48-5)Related Product Information

• Febantel
• 4-(2'-Naphthalenethio)-1,2-phenylenediamine
• N-[2-amino-5-(phenylthio)phenyl]-2-methoxyacetamide
• 5-PHENYLTHIO-1,2-DIAMINOBENZENE
• 2-Nitro-5-(phenylthio)aniline